Chocolate City Travel

 


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Jamaica

(19 offers included)
No Image Available
Nights: 21
Dates: Jan 12, 2027 through Feb 02, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$4,359.00
(USD)
Per Person
+ $290.00 taxes/fees
Inside
$4,359.00
Cat: N
$207.57/Night
Outside
$5,559.00
Cat: F
$264.71/Night
Balcony
$5,859.00
Cat: VH
$279.00/Night
Suite
$7,759.00
Cat: BC
$369.48/Night
Category N - Flash Special: Book by Sunday 10/26/2025
Nights: 3
Dates: Jan 23, 2026 through Jan 26, 2026
Location(s):
Trelawny
This all-inclusive escape in Montego Bay offers a fun and engaging vacation experience for the entire family.
from
$534.00
(USD)
Per Person
Sandals Dunn's River Hotel Rating: No Rating
Nights: 3
Dates: Jan 23, 2026 through Jan 26, 2026
Location(s):
Ocho Rios
The completely reimagined Sandals Dunn's River is where nature and luxury go hand in hand. Ideally located on the stunning north coast of Jamaica, here you will find rivers meandering through forests and cascading waterfalls.
from
$2,252.00
(USD)
Per Person
Departing on Nov 22, 2025 on the Star Flyer
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
No Image Available
Nights: 12
Dates: Dec 28, 2025 through Jan 09, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Curacao, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal, Limon, Ocho Rios, Fort Lauderdale
from
$1,299.00
(USD)
Per Person
+ $140.00 taxes/fees
Inside
$1,299.00
Cat: N
$108.25/Night
Outside
$1,614.00
Cat: F
$134.50/Night
Balcony
$2,599.00
Cat: VH
$216.58/Night
Suite
$3,899.00
Cat: BC
$324.92/Night
Category N - Flash Special: Book by Sunday 10/26/2025
Departing on Dec 20, 2026 on the Explora III
Nights: 8
Dates: Dec 20, 2026 through Dec 28, 2026
Ship: Explora III
Itinerary:
Miami, Ocho Rios, Isla Catalina, Jost van Dyke, St. Maarten/Philipsburg, Charlotte Amalie (Saint Thomas), San Juan
from
$5,355.00
(USD)
Per Person
Suite
$5,355.00
Cat: OT1
$669.38/Night
Dates: May 03, 2022 through Oct 22, 2027
Location(s):
Falmouth
Enjoy a white water tubing experience from Falmouth.
from
$99.00
(USD)
Per Person
Caribbean: Great Stirrup Cay & Cozumel Roundtrip from Orlando-Beaches-Port Canaveral, Fl
Departing on Apr 12, 2026 on the Norwegian Prima
Nights: 7
Dates: Apr 12, 2026 through Apr 19, 2026
Itinerary:
Orlando-Beaches-Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando-Beaches-Port Canaveral, Fl
Stop first at Great Stirrup Cay, our 250-acre paradise in the Bahamas. Go snorkeling, parasailing or kayaking, or relax in a private beachfront cabana. Visit Grand Cayman’s famous Stingray City Sandbar to interact with and feed dozens of Southern Stingrays in the wild. Then head to Cozumel on the coast of Mexico’s beautiful Yucatán Peninsula. The day is yours to dive fabulous reefs, explore the jungle in an ATV, relax poolside at a beach club, or visit an ancient Mayan temple.
from
$1,259.04
(USD)
Per Person
Inside
$1,259.04
Cat: IF
$179.86/Night
Outside
$1,459.04
Cat: OB
$208.43/Night
Balcony
$1,709.04
Cat: BX
$244.15/Night
Suite
$2,259.04
Cat: MX
$322.72/Night
Caribbean & Central America Cruise Fort Lauderdale to Fort Lauderdale
Departing on Jan 27, 2026 on the Silver Ray
Nights: 10
Dates: Jan 27, 2026 through Feb 06, 2026
Ship: Silver Ray
Itinerary:
Fort Lauderdale, Florida, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Basseterre, St. Kitts, Spanish Town, Day at sea, Fort Lauderdale, Florida
from
$8,100.00
(USD)
Per Person
Suite
$8,100.00
Cat: CV
$810.00/Night
Dates: May 03, 2022 through Oct 22, 2027
Location(s):
Falmouth
You and a partner will navigate through rapids on this fun white water kayaking adventure.
from
$109.00
(USD)
Per Person
Dates: May 03, 2022 through Oct 22, 2027
Location(s):
Falmouth
Two of Jamaica's most popular activities: climbing and tubing Dunns River Falls.
from
$205.00
(USD)
Per Person
Nights: 5
Dates: Jan 01, 2025 through Dec 15, 2025
Location(s):
Montego Bay
Tucked between the rising peaks of Jamaica's famous mountains and the rippling waters that lap its pristine shores, Hyatt Ziva Rose Hall is a paradise of rest, relaxation and recreation.
from
$1,718.00
(USD)
Per Person
Bahia Principe Luxury Runaway Bay Hotel Rating: 4 stars
Nights: 3
Dates: Jan 23, 2026 through Jan 26, 2026
Location(s):
Runaway Bay
Bahia Principe Luxury Runaway Bay combines Victorian style with soothing colors and a warm, inviting atmosphere.
from
$454.00
(USD)
Per Person
Departing on Jan 02, 2026 on the Norwegian Pearl
Nights: 11
Dates: Jan 02, 2026 through Jan 13, 2026
Itinerary:
Miami, Fl, Ocho Rios, Jamaica, CARTAGENA COLOMBIA, PANAMA CANAL GATUN LAKE PANAMA, Colon, Panama, Puerto Limon, Costa Rica, Harvest Caye, Belize, Cozumel, Mexico, Miami, Fl
Come aboard Norwegian Pearl and discover your new happy place as you splash around The Caribbean. Discover Cartagena’s colonial architecture, picturesque squares and historic sites that offer a glimpse into the city’s dramatic past that includes infamous pirates and the Spanish Inquisition. Visit the Panama Canal – a modern wonder – and recline on one of Colón’s incredible beaches.
from
$1,685.68
(USD)
Per Person
Inside
$1,685.68
Cat: IF
$153.24/Night
Outside
$2,035.68
Cat: OK
$185.06/Night
Balcony
$3,135.68
Cat: BF
$285.06/Night
Suite
$3,235.68
Cat: MB
$294.15/Night
No Image Available
Nights: 21
Dates: Oct 31, 2026 through Nov 21, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,204.00
(USD)
Per Person
+ $290.00 taxes/fees
Inside
$4,204.00
Cat: N
$200.19/Night
Outside
$5,454.00
Cat: F
$259.71/Night
Balcony
$5,804.00
Cat: VH
$276.38/Night
Suite
$7,504.00
Cat: BC
$357.33/Night
Category N - Flash Special: Book by Sunday 10/26/2025
Catalonia Montego Bay Hotel Rating: 3 stars
Nights: 3
Dates: Jan 23, 2026 through Jan 26, 2026
Location(s):
Montego Bay
Dive into Jamaican paradise at the Catalonia Montego Bay located in the country's prime beach area.
from
$299.67
(USD)
Per Person
Departing on Feb 06, 2027 on the Star Flyer
Nights: 7
Dates: Feb 06, 2027 through Feb 13, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Gustavia, St. Barts, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Road Bay, Anguilla, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Dec 20, 2025 on the Nieuw Statendam
Nights: 14
Dates: Dec 20, 2025 through Jan 03, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Key West, Fort Lauderdale
from
$2,619.00
(USD)
Per Person
+ $215.00 taxes/fees
Inside
$2,619.00
Cat: N
$187.07/Night
Outside
$2,889.00
Cat: F
$206.36/Night
Balcony
$3,339.00
Cat: VH
$238.50/Night
Suite
$4,599.00
Cat: BC
$328.50/Night
Category N - Flash Special: Book by Sunday 10/26/2025
Departing on Mar 20, 2027 on the Star Flyer
Nights: 7
Dates: Mar 20, 2027 through Mar 27, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Gustavia, St. Barts, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Road Bay, Anguilla, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night